Vacation rentals with a pool in Kiawah Island

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Top-rated rentals with a pool in Kiawah Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A warm living area features a light gray sofa adorned with decorative cushions. A unique wooden coffee table sits centrally on a soft area rug, while a flat-screen TV is mounted on the wall nearby. Large glass doors provide ample natural light and open to an outdoor space.
Condo in Seabrook Island
4.92 out of 5 average rating, 189 reviews

Upper Level Villa; Bright & Modern - Beach/Pools

Escape to Seabrook and relax at a private South Carolina coastal island with access to exclusive beaches, pools and amenities. This thoughtfully designed and decorated 1-bedroom, 1-bathroom villa has everything needed to make your island experience comfortable and memorable. The villa is on the end of the upper floor which provides a quiet retreat and its porch overlooks the Racquet Club. Conveniently located within the security gates of the 7-square mile island, the villa is ideal for Seabrook!

Top guest favorite
A serene sunset casts warm orange and yellow hues over the horizon, illuminating the sky. Silhouettes of tall grasses and shrubbery line the foreground, while a boardwalk leads towards the water, enhancing the tranquil coastal atmosphere.
Condo in Seabrook Island
4.94 out of 5 average rating, 107 reviews

Dolphins & Sunsets From This Beachfront Villa!

In this gated & private oasis, you're just steps to the wide white sands of this semi-private beach. Thorough cleaning & sanitation in this 1st floor end unit sleeps 4 on real beds, K in bedroom & Q Murphy bed in living area. 2 Full Baths. Smart TVs. Stocked kitchen provides all pots & pans for cooking; basic spices, olive oil, vinegar, plastic wrap & foil. Beach needs all provided; Hair dryers; all detergents, soaps, and paper products stocked. Washer/Dryer. NO PETS OR PARTIES. STR2025-000007

Guest favorite
A bright living area features a teal couch and a wall-mounted TV. Natural light floods the space through sliding doors, which open to a view of greenery. A round dining table with four chairs is situated near the kitchen area, complemented by woven light fixtures overhead.
Townhouse in Seabrook Island
4.84 out of 5 average rating, 143 reviews

Stunning Completely Renovated Golf Course Villa

Stunning villa w/ beautiful view of 7th hole & 15 min walk to beach. Completely renovated with open kitchen and living space that leads out onto private deck. Deck includes lounge chaise and table to enjoy your morning coffee or dinner. Living space includes a pull out couch and a Samsung HD tv. Upstairs enjoy a bright and spacious bedroom with lofted ceilings. With purchase of amenity cards guests enjoy access to Islands world class facilities including: beach club pools, custom gym and more.

Top guest favorite
A cozy screened-in terrace offers expansive views of the surrounding marshland, framed by large open windows. A small glass table with seating for four is positioned alongside a comfortable couch, inviting relaxation while enjoying the natural beauty at sunset.
Condo in Charleston
4.97 out of 5 average rating, 234 reviews

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

Guest favorite
The modern kitchen area features sleek white cabinetry and stainless steel appliances. A spacious countertop provides a convenient workspace. Natural light floods the area through large windows, illuminating the open layout that seamlessly connects to the living room, furnished with a cozy seating arrangement.
Condo in Seabrook Island
4.95 out of 5 average rating, 151 reviews

Riverside Condo with Marsh View Balcony

Channel the pursuit of pause in this tranquil resort-style retreat. The home boasts neutral tones, wood finishes, contrasting patterns, touches of lively green plants throughout, eclectic furnishings, and access to a shared outdoor pool and community dock. Watch the wildlife of the marsh from the screened porch or relax on the dock with a glass of wine as the sun sets. Guests have access to the Island, beaches, shops and restaurants. STR25-000066; BL25-0000680; Max 4 guests; Max cars 2.

Guest favorite
The open living area features a comfortable sofa and two patterned armchairs, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centrally located, creating an inviting spot for relaxation and gathering.
Home in Seabrook Island
4.89 out of 5 average rating, 231 reviews

Beach House- 0.4 Miles from the Ocean STR25-000614

*Close to Charleston, SC- Our pet friendly 2 bedroom 2 bathroom charming “Tree House” is located just .4 miles from the beach on the prestigious and gated Seabrook Island. With ample space and a one of a kind design, your family, friends, or colleagues will love this slice of heaven minutes from the beach, pools, golfing, dining, and all of the other amenities Seabrook has to offer. NOTE: The treehouse is roughly 900 sq. ft. Parking for two vehicles. Furniture changes have been made. .

Guest favorite
A comfortable seating arrangement is presented with two light blue sofas, accompanied by a round coffee table at the center. Natural light filters through large windows in the background, illuminating the space adorned with soft area rugs and light-colored walls.
Apartment in Kiawah Island
4.92 out of 5 average rating, 105 reviews

Turtle Cove 2BR villa with full resort amenities

Our place is close to the Turtle Point clubhouse, the Sanctuary, and East Beach. We are about a 10 minute walk to the beach (or 3 minutes by bike). Our 2 bedroom villa is spacious, and is rated top-tier by the Kiawah Island Resort. Our patio is finished and is now part of the interior, offering a separate seating area, a game/work table and an office area. Because we are managed by the Kiawah Island Resort, our guests enjoy full resort amenities, including use of the 2 resort pool areas.

Top guest favorite
A charming corner home is surrounded by a white picket fence and shaded by large trees. The wraparound porch is visible, enhancing the welcoming design. Two vehicles can be seen parked in the driveway. A well-maintained street and colorful landscaping add to the inviting neighborhood atmosphere.
Home in Johns Island
4.98 out of 5 average rating, 109 reviews

Turtle Beach | Live Oak House, Kiawah Island

Welcome to Live Oak House at Turtle Beach, Kiawah's most coveted family neighborhood. Fully renovated and professionally redesigned in 2021, this home is sure to inspire and calm. Stocked with resort-like amenities from fine linens and toiletries to professional kitchenware, beach equipment, and more. The large open floor plan and outdoor dining area allow 10 people to stay comfortably and together. A private community pool is across the street and just 2 houses from the beach. RBL21-000189

Superhost
A private saltwater pool is surrounded by a spacious wooden deck, featuring five lounge chairs for sunbathing, a shaded table for six, and a grill for outdoor cooking. Lush greenery and palm trees create a tranquil setting, enhancing the outdoor retreat.
Home in Kiawah Island
4.82 out of 5 average rating, 153 reviews

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Kiawah Island Home w/ 20x40 Salt H20 Pool 4 Br/3 Ba. Business Lic RBL20-000420 The limit on this property is 10 total house guests including children, 4 parking spaces, NO PARTIES/EVENTS ARE ALLOWED. The property is down a long private driveway with a very large private pool. Guest requests are required to match your guest request. This can always be altered to match your guest actual guest count. The apt is never rented separately. Exceeded guest limits will ensure guest removal.

Guest favorite
A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.
Home in Seabrook Island
4.94 out of 5 average rating, 159 reviews

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Guest favorite
A scenic view of the 17th fairway and green is captured from a deck. A glass table with green chairs is visible in the foreground, surrounded by lush trees and open green spaces. The early morning light enhances the tranquil atmosphere of the setting.
Condo in Kiawah Island
4.91 out of 5 average rating, 111 reviews

Resort Privileges!Pristine!Great location!

Full Resort Privileges(use of Resort-owned pools and facilities+)! Villa offers reverse floor plan (3 bedrooms on first floor)-living area on second floor. Elevated view is of 17th fairway/17th green!Televisions in all bedrooms:42" in living room; wood floors w/new rug and chairs in living room; ceramic tile bathrooms; fully equipped kitchen; meticulously maintained. Very light and bright! Easy living~3 minute walk to 10 miles of pristine beach and family pool! Very light and airy-

Top guest favorite
A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.
Home in Isle of Palms
4.97 out of 5 average rating, 100 reviews

Gorgeous home one block from beach w/ heated pool

Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

Popular amenities for Kiawah Island rentals with a pool

When is the best time to visit Kiawah Island?

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Avg. price€ 390€ 350€ 478€ 490€ 539€ 675€ 610€ 517€ 390€ 348€ 366€ 416
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Quick stats about vacation rentals with a pool in Kiawah Island

  • Total vacation rentals

    Explore 300 vacation rentals in Kiawah Island

  • Nightly prices starting at

    Kiawah Island vacation rentals start at € 137 per night before taxes and fees

  • Verified guest reviews

    Over 2,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    290 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Kiawah Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kiawah Island rentals

  • 4.8 Average rating

    Kiawah Island stays are highly rated by guests—averaging 4.8 out of 5!

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